As you look at the totality of the season so far, I think there 2 major "factors" to consider into how this team might fare into the playoffs. One good, one bad.
the bad... Streaky-ness. Seems like we're going either 8-1 or 0-5 in alternating fashion. A "hot streak" might win you a playoff round, but it will not win you a cup. A "cold streak" will almost certainly cause you to lose your shot at a cup. I think it's also been concerning that with so many games that are consecutive against the same team, that quite often, the Leafs have lost the 1st game of a series, and then not been able to make corrections and come out and win the 2nd and/or 3rd. It's kind of been a situation where they match up well against some, and not so well against others, and that "is what it is". In the playoffs, you have to be able to beat a team that may not be a good matchup for you.
the good... Rise to the occasion. You look back at that 3 game set against Edmonton where they could have passed us for first place, and utter domination with 3 different goalies. You look back at the last 2 games with Winnipeg at risk of basically tying this thing up, and 2 big statement wins -- going toe-to-toe with the Jets physically. Toronto's worst opponent this year has been the Canucks, who it seems will be in tough to make the playoffs.